Total synthesis of ceramides and β-O-glucosylceramides via intramolecular fatty acyl group migration was written by Gorantla, Jaggaiah N.;Santhi, Maniganda;Hua, Yanling;Ketudat Cairns, James R.. And the article was included in New Journal of Chemistry in 2022.SDS of cas: 604-69-3 The following contents are mentioned in the article:
Acyl migration of alkyl and aromatic acyl groups from an alc. to another alc. or amine is a phenomenon that occurs in nature and can be a bane to some synthetic strategies. An acyl migration-dependent method was developed for the synthesis of ceramide and glucosyl ceramide derivatives, in which the desired fatty acyl moiety acts both as protecting and migrating group. Removal of the tetrachlorophthalimido (TCP) group with ethylenediamine as a mild base at room temperature resulted in subsequent intramol. fatty acyl group migration from -O to -N, on sphingosine or peracetylated glucosyl sphingosine to yield the desired N-acylated products. A deacetylation reaction afforded the desired β-O-glucosylceramide derivatives I (R = C15H31, C17H35). Thus, the choice of the appropriate blocking group turns acyl migration into a tool for synthesis, rather than an impediment. This study involved multiple reactions and reactants, such as (2S,3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 604-69-3SDS of cas: 604-69-3).
(2S,3R,4S,5R,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 604-69-3) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.SDS of cas: 604-69-3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics